Freight broker TMS migration, without breaking the floor.
Most freight broker TMS migrations fail the same way: too much cutover on one day, too much dirty data carried across, too little training for the brokers who actually have to use the new system on Monday morning. This is the practitioner's guide we'd hand a brokerage migrating off McLeod, Aljex, BrokerWare, or MercuryGate — with the honest framing on when the right answer is "don't migrate, run an overlay".
The five data buckets that have to migrate
Carrier records, MC/DOT, insurance, factor
Customer records, credit terms, accessorial agreements
Anything in flight or not-yet-invoiced
Trailing 12-24 months, plus document templates
The phased cutover model that actually works
- Weeks 1-2 — Discovery and data audit. Pull a snapshot of all five data buckets out of the current TMS. Run duplicate detection on carrier and shipper records. Clean the obvious garbage in the source system, not in the destination.
- Weeks 2-3 — Sandbox build. Stand up a sandbox Keelway tenant. Import the cleaned carrier and shipper data. Configure rate-confirmation templates, accounting integration (QuickBooks Online), and load-board posting templates.
- Weeks 3-4 — Shadow mode (mid-market+). First desk goes live in shadow mode — Keelway reads and ranks the inbox, but the old TMS continues as system of record. Desk lead reviews ranked picks against their manual picks daily.
- Weeks 4-6 — First desk cutover. Lowest-risk desk (often dedicated lanes or a single shipper's account) cuts over to Keelway as system of record. Daily syncs for the first two weeks; weekly check-ins after.
- Weeks 6-10 — Phased rollout. Each remaining desk takes 4-7 business days from shadow to cutover. Critical EDI pairs run in parallel across both TMSs until the new pair has been clean for 14 days.
- Weeks 10-12 — Decommissioning. Old TMS goes read-only for AR/AP reference and tax. Account closes when invoice trailing settles.
When the answer is "don't migrate, run an overlay"
The mid-market case for overlay is documented in detail on the mid-market McLeod overlay case study. Short version: if your TMS investment is sticky (multi-year customization, working EDI, a built-out reporting suite), the overlay pattern delivers most of the AI productivity gain without the migration risk. Keep McLeod / Aljex / Tai as system of record, run Keelway as the AI layer on top, and revisit migration when the TMS contract is up for renewal.
Frequently asked questions
How long does a freight broker TMS migration actually take?+
What data has to migrate?+
What kills a broker TMS migration?+
What about EDI and shipper integrations?+
Should we even migrate, or run Keelway as an overlay?+
Talk to the team that runs the migration plan.
Talk to salesRelated
The reference deployment for an 85-broker 3PL choosing overlay over migration.
Legacy broker TMS modernization framing — when migration is the right answer.
The contracting and support posture for migrations that need a named implementation engineer.